Methylamine → 1-[7-(N-methylcarbamoyl)heptyl]-3-methyl-2-(3-pyridyl)indole

HRID 1633132Notes

Reaction equation

HRID 1633132 reaction equation
CO[C:3]([CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][N:12]1[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[C:14]([CH3:21])=[C:13]1[C:22]1[CH:23]=[N:24][CH:25]=[CH:26][CH:27]=1)=[O:4].[CH3:28][NH2:29]>C(O)CCC>[CH3:28][NH:29][C:3]([CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][N:12]1[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[C:14]([CH3:21])=[C:13]1[C:22]1[CH:23]=[N:24][CH:25]=[CH:26][CH:27]=1)=[O:4]

Participants

4

Reactant 2

HCID 6329MethylamineHCID 133620861-(7-Methoxycarbonylheptyl)-3-methyl-2-(3-pyridyl)indole

Product 1

HCID 204416691-[7-(N-methylcarbamoyl)heptyl]-3-methyl-2-(3-pyridyl)indole

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

A solution of 4 g of 1-(7-methoxycarbonylheptyl)-3-methyl-2-(3-pyridyl)indole in 40 ml of n-butanol is saturated with methylamine and heated on a steam bath in a pressure bottle for 3 days. The reaction mixture is evaporated to dryness and the product is crystallized from ethyl-ether to yield the 1-[7-(N-methylcarbamoyl)heptyl]-3-methyl-2-(3-pyridyl)indole.

Workup

  1. temperatureheated on a steam bath in a pressure bottle for 3 days
  2. customThe reaction mixture is evaporated to dryness
  3. customthe product is crystallized from ethyl-ether

Sources & evidence

ORD record
ord-b6c57cde22ab448d9648167b993b6f10
Source dataset
uspto-grants-1984_10
Patent number
US04478842

Reaction notes

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